Functional 1,4,5,8-naphthalimide supermolecular organogel based on 4-aminopyridine, and application
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A technology of naphthalimide and aminopyridine, which is applied in the field of ion detection and supramolecular materials, and can solve the problems of ion/molecular detection limitations, etc.
Inactive Publication Date: 2018-12-21
NORTHWEST NORMAL UNIVERSITY
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However, in real life, various ions / molecules that are beneficial or harmful to the human body mostly exist in the water phase, and most of the reported methods that can detect ions are carried out in solution, and the detection of ions / molecules is also difficult. Relatively limited; therefore, it is necessary to synthesize a compound that can efficiently detect and identify various ions / molecules in the aqueous phase
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Embodiment 1
[0041] Example 1. Preparation of Supramolecular Polymer Organogel (ONT)
[0042] (1) Synthesis of ND: In 100ml of solvent DMF, add 2.68g (10mmol) 1,4,5,8-naphthalene tetracarboxylic anhydride and 1.88g (20mmol) 4-aminopyridine, N 2 Under protection, react at 140°C for 72 hours; after the reaction, spin out DMF with a rotary evaporator; wash the obtained black product with ethanol, recrystallize with DMSO and water, and dry to obtain 4-aminopyridine functionalized 1,4,5 , 8-naphthalene tetracarboximide supramolecular compound ND, the yield rate is 70%, and the melting point is greater than 250°C.
[0043] (2) Synthesis of TCP: In the solvent 30ml DMF, add 0.7528g (8mmol) 4-aminopyridine until it is completely dissolved, then add 1,3,5-trimethene dropwise into it with a constant pressure dropping funnel Acyl chloride (0.5278g, 2mmol, 2 drops in about 1 minute), reacted with triethylamine as an acid-binding agent (1.5mL) at room temperature for 12h; after the reaction was comple...
Embodiment 2
[0045] Embodiment 2, supramolecular organogel ONT to Fe 3+ 、Cu 2+ Efficient identification of
[0046] In the supramolecular polymer organogel ONT, add 2 times the equivalent of Mg 2+ , Ca 2+ , Cr 3+ , Fe 3+ ,Co 2+ , Ni 2+ , Cu 2+ , Zn 2+ , Ag + , Cd 2+ , Hg 2+ , Pb 2+ , Ba 2+ , Al 3+ , La 3+ and Eu 3+ (0.1M) solution, only the addition of Fe 3+ 、Cu 2+ , the fluorescence of ONT is quenched, and the addition of other cations cannot quench the fluorescence of ONT, so that the Fe 3+ 、Cu 2+ identified from numerous cations.
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Abstract
The invention designs and synthesizes a functional 1,4,5,8-naphthalimide supermolecular organogel based on 4-aminopyridine. In DMSO, a main body which is the 4-aminopyridine functional 1,4,5,8-naphthalimide and an object body which is a supramolecular compound are complexed to form an orange aggregative-state induced fluorescence supermolecule organogel through hydrogen-bond interaction and pi-piaccumulation under heating and dissolving. Fe<3+>, Hg<2+>, Ag<+>, Ca<2+>, Cu<2+>, Co<2+>, Ni<2+>, Cd<2+>, Pb<2+>, Zn<2+>, Cr<3+> and Mg<2+> are respectively added into the supermolecular organogel, and the experiments find that only through adding the Fe<3+> and the Cu<2+>, the fluorescence quenching of the supermolecular organogel can be realized, the high-sensitivity detection of the Fe<3+> andthe Cu<2+> can be realized, and the lowest detectable limits of the Fe<3+> and the Cu<2+> are 1x10<-6>M and 1x10<-7>M.
Description
technical field [0001] The invention relates to a supramolecular polymer organogel, in particular to a supramolecular organogel based on 4-aminopyridine functionalized 1,4,5,8-naphthalene tetracarboximide, which is mainly used for high Sensitive detection and identification of Fe in water 3+ 、Cu 2+ , belonging to the field of supramolecular materials and the field of ion detection. Background technique [0002] Ions and molecules play an important role in the fields of chemistry, biology, environment, etc. It is very important for the detection and separation of some special ions or molecules in the environment, such as: iron (Fe), which is an indispensable trace element for the human body, It is an important component of hemoglobin, myoglobin and various enzymes. If iron is lacking in the body, it can affect the synthesis of hemoglobin and myoglobin, and make certain enzymes, such as cytochrome C, ribonucleotide reductase, Reduced activity of succinate dehydrogenase, etc...
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